Gay Roommate Chastity Stories

1,927 results
Orientation
Length
Source
Infinite Scroll

Progression Ch. 05: Overnight

by klapperz on Mar 27, 2018
Gay Male

Nathan got showered, making sure to use his syringe only two times. He dried himself off and got changed into his leather locking pants. He put on some tracksuit pants and a t-shirt, before heading out the door almost running to Ryan and Jacks. Finally, he was standing outside their house knocking on the door. "Well aren't you eager?" said Ryan. Maybe it w...

Adam & Steve, Not Eve

by SEVERUSMAX on Sep 14, 2017
Gay Male

Eve Winters, known to her slaves and the BDSM community, as "Mistress Eve", was quite pleased with her success in controlling her slaves so far. She was especially satisfied with the power that she had over Adam, her husband. She married him to get legal title to half of his estate, which has considerable. She frequently fucked other men, and only allowed A...

Chase Becomes Chaste Ch. 04

by growing_interest on Aug 22, 2017
Gay Male

Chapter 4: Dogged Determination Synopsis: With his powers seemingly exhausted, our narrator recruits help to keep Chase in his place. **************** I awoke with a throbbing headache. I felt hungover. The sun shining in through the room's many windows strained my eyes. As much as I just wanted to stay in bed, eventually I pulled myself up so that I coul...

Guys' Retreat Pt. 05

by Cyanlot on Apr 21, 2020
Gay Male

Part 5: Brianna's Training "Vince had a terrific idea, Brianna," Kent said. "It's really going to make this easier for you." "Yeah," I said, noncommittally, knowing full well that whatever Vince had come up with wasn't going to be to my benefit, though I was sure it would benefit them. "Yeah. We've been downloading some videos for you to watch. You're goi...

Master Jakob and Seth Ch. 19

by and9993 on Dec 19, 2018
Gay Male

Chapter 19 - Rules for work It was hours before Master came back down and it gave me a lot of time to reflect on my actions today and the whole training period. The combination of their piss, spit, cum and Kyrin's ass mixed together left a bad scent on my face. My body felt dirty and sticky and I desperately wanted a shower or at least the chance to wash of...

The Master and Slaves Playtime

by LthrBndBy on Jun 9, 2020
Gay Male

As in every single one of my stories, all characters are over 18, and fully consenting adults. This story is purely fictional on all accounts. Enjoy. ————————————————————- Here I am, in all my "glory" so to speak, kneeling on the floor of the closet in our bedroom. My arms stretched out to either side to the walls, my mitts clipped to the rings discreetly...

A Weekend of Servitude

by HerLittlePiggy on Sep 14, 2017
Gay Male

Thank you Susurrus for the help editing this monster. ***** Richard Michael Quail, Rich to his family and friends, Mr. Quail to his associates and adversaries, sat quietly at the round high top table beside his sexy, buxom wife and sipped on a fine 18 year old single malt scotch. They were both well dressed: she in an expensive blue designer dress which d...

Luke at University Pt. 01

by WittePiet on Aug 17, 2017
Gay Male

[This story continues 'Luke's early years.' All persons and institutions in the story are fictitious. Some places are real, others are fictitious.] Chapter 13 Buckingham College, Camford As I stood there on the pavement in Buckingham Street, looking at the golden-yellow stonework of the seventeenth-century frontage of the college, beautiful in the October...

Intrusion Ch. 01

by Allivrain on Aug 31, 2017
Gay Male

The alarm clock on the nightstand blinked, 4:15am. It was a warm night, the blankets had been kicked away into a tangled mess sometime earlier and the young man that lay on the bed wore only a threadbare pair of sweatpants. Taylor was on his side, asleep and facing the wall with a peaceful expression. He was exhausted, college and his job barely left him any...

Nephew's Readjustment Pt. 02

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, chastity, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments are always really appreciated. ***** Nicholas' next day was filled with confusion. He had difficulty focusing on his classes beca...